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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771087Generated: November 1, 2026

Sodium Azide → (E)-4-(4-azidobut-1-enyl)-1,2-dichlorobenzene

https://huagongshe.com/reaction/1771087

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant(E)-4-(3,4-dichlorophenyl)but-3-enyl methanesulfonateHCID 86728171—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(E)-4-(4-azidobut-1-enyl)-1,2-dichlorobenzeneHCID 8672817287%

Reaction Steps

To a solution of Intermediate 2C (1.3 g, 4.4 mmol) in DMF (7 mL) was added NaN3 (0.86 g, 13 mmol). The reaction mixture was stirred at rt for 16 h. The reaction mixture was diluted with EtOAc (100 mL). The organic layer was washed with 10% aqueous LiCl solution (3×200 mL), dried over Na2SO4 and dried in vacuo. The product was isolated by silica gel chromatography to obtain 570 mg (87% yield) of Intermediate 2D. HPLC/MS (Method C) RT=4.02 min, [M+Na]+ 263.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249096B2
Source datasetuspto-grants-2016_02
ORD IDord-a762d278308440e7ba60d976d6ea8c4f
Source noteuspto-grants-2016_02